Guesthouse vacation rentals in Downtown San Jose

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Top-rated guesthouse rentals in Downtown San Jose

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Top guest favorite
An outdoor patio features a round dining table surrounded by black mesh chairs. A large red umbrella provides shade over the seating area. Colorful cushions adorn two lounge chairs, while potted plants add greenery to the space. A nearby door leads into the guest house.
Guesthouse in San Jose
4.99 out of 5 average rating, 183 reviews

Exclusive Private Sanctuary in the Heart of the Valley

Fill up the wine rack at a neighborhood winery, then settle down in an armchair on the fenced off patio of this standalone sanctuary minutes from Downtown San Jose, San Jose Mineta International Airport, major Silicon Valley employers and world-class shopping on Santana Row and Valley Fair. An abundance of windows fill this soothing sage-green retreat with light. This complete home boasts a fully equipped kitchen open to an inviting living area, separate queen bedroom with full closet, full bathroom and laundry. Drowning in natural light, the many windows provide an open and airy ambiance you will surely enjoy. Exclusive patio area with outdoor dining is a plus for relaxing outside in the fantastic Silicon Valley climate. Enjoy complimentary coffee, tea, and snacks. Our wine rack is your wine rack so please help yourself. Ironing board and iron as well as hairdryer are provided for your convenience. Full in unit laundry makes keeping garments clean and easy while traveling. Always look your best whether in town for business or pleasure! Traveling with children? No worries. You will find a Pack & Play as well as toddler mattress to facilitate sleeping with your little one. High chair and children's flatware, cups plus utensils are provided to make eating in as a family just like home. Books and toys should keep your little one smiling. Television with Fire TV provided. Guest access to Amazon Prime Video & HBO unrestricted. Feel free to log into any other streaming accounts you may prefer. Central air and heat will ensure you are comfortable during your stay in any season. Guests will have exclusive access to the entire guest house and patio area. I am available almost all of the time. We live on site and are happy to interact as much or as little as you desire. The guesthouse sits among the tree-lined streets of Hanchett Residence Park in the historic Rosegarden area. A car, scooter, or bike share is never far away, and restaurants, wineries, coffee shops, bakeries, and yoga studios are walkable. This location is walking distance to Cal Train and city buses. Ample service from Uber & Lyft means a ride is only moments away. Scooter share and bike share stations surround us on all sides. Access to all Silicon Valley highways is unparalleled. You will not find a more connected location in all of Silicon Valley.

Top guest favorite
The kitchenette features stylish white cabinetry and open shelving. A coffee maker is placed on a wooden tray, alongside bottles of wine and decorative accessories. A sink with modern fixtures is visible, while a microwave is discreetly housed beneath the counter.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 530 reviews

Stylish, Light-filled Cottage

Eat breakfast on the secluded patio garden at a cozy studio in charming San Jose. Indulge in a relaxing soak in the all-white bathroom, unwind with a book in an antique chair under the sash window, or snuggle up in the carved wooden bed by the fire. The cottage has been fully remodeled. Relax in a brand new king bed and enjoy the all new full bath. Roku TV, AC/Heat and an electric fireplace to relax with. Fully equipped kitchenette and dining area. Private yard to enjoy and relax. Detached cottage, with private, well lit entry. A coded deadbolt lock allows safe entry into cottage. Enjoy a private patio that is also available for guests. We will be giving our guests privacy, but are available by phone or text if you have questions. Willow Glen is the South Bay’s hottest area within San Jose and the Silicon Valley. Downtown is two blocks away, with popular restaurants, banks, antique shops, beauty salons, and coffee houses all close by. Plenty of safe and well lit street parking available. A city bus stop is very close, with freeways, light rail, and Cal train a mile away. Willow Glen is a quaint neighborhood of San Jose, with its charming old homes, and vibrant downtown businesses. Many popular restaurants, banks, antique shops, beauty salons, and coffee houses, just to name a few...all just a short drive or walk away!

Top guest favorite
The exterior of the studio is framed by a stone facade, featuring large glass doors that open to reveal a cozy interior. Plush seating and a dining table are visible inside, with the gourmet kitchen in the background. Natural light brightens the space, enhanced by the greenery outside.
Guesthouse in Willow Glen
4.99 out of 5 average rating, 209 reviews

TheStudio in Willow Glen (San Jose) CA-95125

Vacationers, Extended Family, Work Travelers with Fast Internet! ALL the Comforts & Gourmet Kitchen!! Optional 2nd Full Size bed set-up fee - separate bill for 3rd person. Fully stocked gourmet kitchen, full-size appliances; small ones too! Full bathroom: large walk-in shower with 2 shower head fixtures! Bidet & every amenity. Patio, water fountain, Adirondack chairs, bistro table, outdoor shower-enjoy privately. Appointed to provide maximum functionality and relaxation!

Guest favorite
A comfortable seating area features a plush gray sofa adorned with green and white accent pillows. A light-colored armchair with a leaf pattern is positioned nearby. Two abstract artworks hang on the wall, complementing a round wooden coffee table topped with lavender in a textured vase.
Guesthouse in Downtown San Jose
5 out of 5 average rating, 121 reviews

Pristine Modern Guesthouse w/ Full Kitchen-1B/1B

Enjoy and relax at this stylish experience in this centrally-located 1bed/1bath brand new guesthouse. This newly built home offers all amenities in their pristine condition. Walk to Japantown, SJSU campus, City Hall, short drive from SJC, Coleman shopping center, HWY 87, 101, 280, 880, SAP Center, Convention Center, heart of downtown. Fully stocked european kitchen, free street parking, designer bathroom, Fiber internet and Wi-Fi , work desk, monitor and much more

Guest favorite
A studio space features sloped ceilings with natural light from skylights. A full-sized bed is dressed in patterned linens, accompanied by a 43-inch smart TV on a low wooden console. A single armchair with an ottoman is positioned near a dark dresser.
Guesthouse in Hensley
4.94 out of 5 average rating, 224 reviews

Private Entrance Studio with in-unit bathroom

Private entrance studio with in-unit bathroom and wet bar, it is located near downtown San Jose and Japantown. 2 min walk to the light rail station (japantown ayer green/blue lines), great for someone traveling or on a business trip. Few minutes drive to Target, Trader Joe, grocery stores, San Pedro Square. This studio unit is converted from the attic of detached garage structure with excellent privacy (1st floor is used as storage) *street parking only*

Guest favorite
The kitchen features dark wood cabinetry complemented by a light grey tile backsplash. A white electric stove and microwave are positioned above a spacious countertop with a sink. A mini-dishwasher and coffee maker are also present, providing essential appliances for convenience.
Guesthouse in Downtown San Jose
4.9 out of 5 average rating, 113 reviews

Private, stylish, clean detached studio

Our charming SOFA District Victorian (on 2nd St.) is 5 - 10 minutes walking distance to San Jose McEnery convention center, center for performing arts, SJSU, restaurants, Tech Museum, rock climbing, Ritz & bars. SAP (Sharks & concerts) is a 15 minute walk. (We are in the real downtown perimeter.) This reservation is for our fully-loaded, newly remodeled detached unit bedroom studio in the back of the home. To add guests beyond 2, requires approval.

Top guest favorite
A cozy living area features a stylish brown leather sofa and a round dining table accompanied by black chairs. Large glass doors invite natural light and provide views of the shared backyard. A modern kitchen is situated in the background, enhancing the open layout.
Guesthouse in Hensley
4.98 out of 5 average rating, 231 reviews

Private Abodu Guesthouse in Downtown San Jose

Stay at Flora's: Our Abodu guesthouse is the perfect spot for a solo traveler or a couple to stay in downtown San Jose. The Abodu has everything you need to feel at home. Enjoy our backyard or the great indoors at the end of your day. We offer really fast Wi-Fi, an easy to use coffee machine, and high quality linens for our guests' comfort. Our full kitchen includes high end appliances and everything you need to prepare your own meals.

Top guest favorite
A modern living area is depicted, featuring large windows that allow natural light to fill the space. An inviting sofa and a coffee table are positioned in front of a wall-mounted television. The open kitchen showcases sleek cabinetry and a dining table with white chairs.
Guesthouse in Downtown San Jose
4.99 out of 5 average rating, 132 reviews

Quiet guesthouse near SJ airport with EV charger

Kick back and relax in this calm, stylish space. Brand new guesthouse build and landscape completed in 2023. Our guesthouse offers a full kitchen, WiFi, self check-in, FREE parking and washer and dryer. Tesla Universal EV charger Level 2 60 amp avilable for guest use. Centrally located in Downtown San Jose. A quick drive to the SJ airport, SAP Center, San Pedro Square, Levi’s Stadium, San Jose State University and Santa Clara University.

Guest favorite
The open living space features a contemporary kitchen equipped with stainless steel appliances, including a refrigerator and oven. A dining table for four is positioned centrally, surrounded by sleek chairs. Light wood flooring enhances the bright atmosphere of the area, complemented by white cabinetry and a decorative sliding barn door.
Guesthouse in Downtown San Jose
4.98 out of 5 average rating, 586 reviews

Private Cottage nearby Airport/SAP/SJ Downtown/SCU

The cottage is located in the central of Silicon Valley. Convenient access to most attractions and places. About 7 to 15 minutes drive from most attractions: San Jose Airport, SAP Center, Avaya Stadium, SAn Jose Downtown, Caltrain/Diridon Station, Levi Stadium, SJ state university, Santa Clara university, Malls. Santa Cruz 35 minutes, San Francisco airport- 45 minutes. Close to major freeways I-280, I-880, US-101.

Top guest favorite
A tranquil Watsu pool is surrounded by lush greenery and vibrant plants. A fabric shade cover is suspended overhead, providing protection from the sun. Natural stone flooring complements the pool's serene ambiance, creating a peaceful retreat atmosphere.
Guesthouse in Willow Glen
4.97 out of 5 average rating, 614 reviews

Cabana with Warm Watsu Pool

Our guests best describe it as: ‘Like luxury hotel meets Zen retreat meets Day Spa meets Bali rain forest meets mom and pop warm hospitality’. A private cabana close to shops and restaurants in downtown Willow Glen. You’ll love our place because of the tranquil setting, warm watsu pool, Finlandia sauna, hot plunge, and beautiful gardens. Our place is good for couples, solo adventurers, and business travelers.

Top guest favorite
A well-lit living space features a comfortable sofa and a dining table set for two. The kitchen showcases modern appliances, including a stainless steel refrigerator and oven. Skylights enhance the airiness, while wooden cabinetry adds warmth. Sliding glass doors open to a secluded outdoor area.
Guesthouse in San Jose
4.98 out of 5 average rating, 288 reviews

Private cottage in the heart of Silicon Valley

Eden Cottage is our 686 square foot space in west San Jose. It is a custom built (in 2018) 1 Bedroom cottage with a private entrance, super fast WiFi, 50 inch flat screen TV, skylights, full kitchen, a bathroom with a huge shower plus a full sized washer and dryer pair. The cottage is entirely separate from our home and has a small yard and patio under a large oak tree that provides shade to the entire area.

Superhost
A light-filled living area features a fold-out sofa bed and a wooden dining table surrounded by four chairs. A wall-mounted TV is visible, along with a small coffee station on a dark table. A doorway leads to the bathroom, and a window provides natural light.
Guesthouse in Downtown San Jose
4.78 out of 5 average rating, 518 reviews

Beautiful private guest house in downtown San Jose

Our guest house is located in downtown San Jose walking distance to Downtown San Jose, SJSU, Convention Center, Silicon Valley tech companies. It is behind the main house and has been fully renovated as has the entire property. Easy access to the private with everything you need to relax and vacation, or business travel. All around Public transportation like Light rail and Buses.

Popular amenities for Downtown San Jose guesthouse rentals

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Quick stats about guesthouse rentals in Downtown San Jose

  • Total vacation rentals

    Explore 20 vacation rentals in Downtown San Jose

  • Nightly prices starting at

    Downtown San Jose vacation rentals start at ﺩ.ﺇ294 per night before taxes and fees

  • Verified guest reviews

    Over 1,630 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 of Downtown San Jose vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Downtown San Jose rentals

  • 4.9 Average rating

    Downtown San Jose stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Downtown San Jose's top spots, include SAP Center, The Tech Interactive, and San Jose Diridon Station